Winona Holiday Rentals

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Holiday Rentals in Winona

Our top choices for Winona holiday rentals

Relaxing Country Stay with Events Welcome!

9.8 out of 10, Exceptional, (19)
"It was very cozy and clean, me and my partner had a very comfortable stay"
The price is NZ$266
includes taxes & fees
18 Sept - 19 Sept
Relaxing Country Stay with Events Welcome!

Cora's Cabins

3.0 star property
9.4 out of 10, Exceptional, (152)
"Enjoyed the stay "
The price is NZ$196
includes taxes & fees
23 Sept - 24 Sept
Cora's Cabins

HIDEAWAY at HAWKINS!East TX LAKEFRONT Cabin in the Trees-Firepit-Private dock🐟

10.0 out of 10, Exceptional, (243)
"Loved the beautiful neighborhood with the tall trees! Loved having a private dock with an easy way to get in the lake and swim! Such a nice experience overall!"
HIDEAWAY at HAWKINS!East TX LAKEFRONT Cabin in the Trees-Firepit-Private dock🐟

Charming and Historic Holly Cottage Carriage House in Downtown Tyler

2.0 star property
10.0 out of 10, Exceptional, (21)
"Esther was great with communication and the carriage house was elegant and comfortable with everything we needed. The place was very clean and we had a great stay."
The price is NZ$245
includes taxes & fees
21 Sept - 22 Sept
Charming and Historic Holly Cottage Carriage House in Downtown Tyler

THE FAIRWAY: Modern 3BR with beautiful golf course views and convenient location

9.8 out of 10, Exceptional, (30)
"Comfortable and relaxing place to stay. "
THE FAIRWAY: Modern 3BR with beautiful golf course views and convenient location

Luxury Log Cabin in the Premier Resort-Holly Lake Ranch

9.6 out of 10, Exceptional, (161)
"Cabin was cozy, location was beautiful, plenty of outdoor activities, nice amenities and wildlife was wonderful. "
Luxury Log Cabin in the Premier Resort-Holly Lake Ranch

Vintage Cottage on Lake!<br>Fish Camp Cabin<br>FREE kayak, canoe & bike use!<br>

10.0 out of 10, Exceptional, (231)
"The home was wonderful. "
Vintage Cottage on Lake!<br>Fish Camp Cabin<br>FREE kayak, canoe & bike use!<br>

Vintage Lakefront Cottage, Private Dock, Infinity Beach Pit, 2 Kayaks!

9.8 out of 10, Exceptional, (110)
"Very nice & relaxing place to stayFishing was good We will be back next yearToni was very helpful when we had questions "
Vintage Lakefront Cottage, Private Dock, Infinity Beach Pit, 2 Kayaks!

STAY TYLER @ Vine- near shops- Fast Wifi

10.0 out of 10, Exceptional, (52)
"Very clean and had everything we needed for our quick overnight trip."
The price is NZ$531
includes taxes & fees
21 Sept - 22 Sept
STAY TYLER @ Vine- near shops- Fast Wifi

Stay Tyler @ Villa Grande

9.8 out of 10, Exceptional, (20)
"Excellent stay for my friends and family in town for a wedding. One of the few spots close to lake Tyler that could house us all. Would definitely rent again."
The price is NZ$1,815
includes taxes & fees
21 Sept - 22 Sept
Stay Tyler @ Villa Grande

THE ALAMO HOUSE King size bed Fast internet!

10.0 out of 10, Exceptional, (41)
"Great house & location!Clean and great host!Highly recommend!"
The price is NZ$560
includes taxes & fees
21 Sept - 22 Sept
THE ALAMO HOUSE King size bed Fast internet!

Stay Tyler @Royal Hills

10.0 out of 10, Exceptional, (11)
"The property was very accommodating for our girls trip. From the location to the spacious layout and the big comfy couch was a plus!! "
The price is NZ$546
includes taxes & fees
18 Sept - 19 Sept
Stay Tyler @Royal Hills

Willow's Cabin - Cozy Cabin Nestled In The Woods

10.0 out of 10, Exceptional, (86)
"Willows cabin was amazing. We had such a good time walking around the lake ,grilling and enjoying the hot tube. We would definitely recommend staying the host was responsive and the cabin was extremely clean. "
Willow's Cabin - Cozy Cabin Nestled In The Woods

A 1921 Craftsman with Charm in Tyler!

10.0 out of 10, Exceptional, (2)
"Lovely home in a quiet and yet convenient neighborhood. Immaculately clean. Bright and sunny, but with high-quality shades for privacy. I had to work some while I was there and really appreciated the comfortable adjustable desk chair. This has now become my go-to place to stay in Tyler."
The price is NZ$415
includes taxes & fees
22 Sept - 23 Sept
A 1921 Craftsman with Charm in Tyler!

Magnolia Pines @ Holly Lake Ranch +++++ Bunkhouse Addition Available

10.0 out of 10, Exceptional, (89)
"Had a blast at our annual HLR family reunion. Magnolia was exactly as described, and in a perfect location "
Magnolia Pines @ Holly Lake Ranch +++++ Bunkhouse Addition Available

Spacious 1-Bedroom Guesthouse in the Woods

10.0 out of 10, Exceptional, (44)
"Awesome place will stay again, would"
The price is NZ$213
includes taxes & fees
21 Sept - 22 Sept
Spacious 1-Bedroom Guesthouse in the Woods

4-bedroom home with fitness equip. WiFi, pool table, fire pit, huge backyard

10.0 out of 10, Exceptional, (7)
"Clean and comfortable. "
4-bedroom home with fitness equip. WiFi, pool table, fire pit, huge backyard

STAY TYLER @Alamo Lux Livin up to 11-Fast wifi

10.0 out of 10, Exceptional, (74)
"We had a great stay. It fit our group perfectly and the owners were very accommodating. "
The price is NZ$533
includes taxes & fees
7 Oct - 8 Oct
STAY TYLER @Alamo Lux Livin up to 11-Fast wifi

Lake Front - Hot Tub - Great Views - Fire Pit - Kayaks - Holly Lake Ranch

10.0 out of 10, Exceptional, (75)
"This was our second time staying here and we love it. The house is the perfect size for a large family. The kayaks that are available gave us lots of enjoyment. The deck is amazing and offered great fishing. We caught so many big fish that my kids are hooked now. This was an amazing vacation that we won't forget. "
Lake Front - Hot Tub - Great Views - Fire Pit - Kayaks - Holly Lake Ranch

Casa del Lago at Sandy Point ~ Charming 3 bedroom house with amazing lake views

10.0 out of 10, Exceptional, (2)
"The home is beautiful and in an amazing location it was very clean and Julie is an amazing host and she responded so quickly to any questions "
The price is NZ$544
includes taxes & fees
7 Oct - 8 Oct
Casa del Lago at Sandy Point ~ Charming 3 bedroom house with amazing lake views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winona Hotel Reviews

Find out more about Winona

Find out more about Winona

Everything you need to know about Winona holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winona holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winona holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winona holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winona. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winona holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winona holiday rentals we have selected for you start as low as NZ$196 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winona holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Winona?

Yes, there are holiday rentals in Winona close to Mrs. Lee's Daffodil Garden, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winona has to offer?

STAY TYLER @ Vine- near shops- Fast Wifi: This holiday home rental outside of Winona offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Winona?

Explore the area and family-friendly sights such as Caldwell Zoo, or get out into nature at a spot like Mrs. Lee's Daffodil Garden. Tyler State Park and Pine Springs Golf Course are a couple of places you'll find in the wider area.

What’s a holiday rental in Winona like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winona. Holiday rentals offer extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips.